Vacation Rentals in Monroe County

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Top Cities in Monroe County

Our top choices for Monroe County vacation rentals

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (328 reviews)
"The room was clean and the views from our rooms were amazing!!!"
United States
Elizabeth
$196 nightly
The price is $220
May 10 - May 11
Total with taxes and fees
Anchorage Resort & Yacht Club

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,192 reviews)
"Ocean view from room balcony."
United States
Brian
$117 nightly
The price is $128
Jun 1 - Jun 2
Total with taxes and fees
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,262 reviews)
"The staff was very nice, our room was spacious and comfortable, the area has lots to do"
United States
Carol
$221 nightly
The price is $249
May 31 - Jun 1
Total with taxes and fees
Skipjack Resort & Marina

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (165 reviews)
"Very nice small resort."
United States
Dan
$289 nightly
The price is $326
Jun 2 - Jun 3
Total with taxes and fees
Island Bay Resort

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
$880 nightly
The price is $990
May 11 - May 12
Total with taxes and fees
Premium Floating Bungalow by Stay Ombi

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (306 reviews)
"Fabulous place and location. Can not wait to go back"
United States
Dianne
$274 nightly
The price is $308
May 19 - May 20
Total with taxes and fees
Yacht Haven Marina

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (153 reviews)
"Amazing stay!"
United States
Amanda
$250 nightly
The price is $281
May 7 - May 8
Total with taxes and fees
Treasure Harbor

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (967 reviews)
"Great place nice people "
United States
Mark
$110 nightly
The price is $124
May 7 - May 8
Total with taxes and fees
Tropical Cottages

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (221 reviews)
"We had a wonderful vacation!"
United States
Yuanfen
$352 nightly
The price is $397
May 10 - May 11
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (671 reviews)
"Place was nicer inside than out. Great location."
United States
Marcos
$128 nightly
The price is $143
May 13 - May 14
Total with taxes and fees
Breezy Palms Resort

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (335 reviews)
"I love the place, for the next time I will stay for more days "
United States
Kenia
$254 nightly
The price is $286
May 21 - May 22
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (114 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
$409 nightly
The price is $454
May 17 - May 18
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.8 out of 10, Excellent, (43 reviews)
"Rooms were spacious and a short drive to most of the attractions we wanted to do. Rooms and bathrooms were gorgeous!"
United States
Cindy
$387 nightly
The price is $429
May 7 - May 8
Total with taxes and fees
Ocean view condo with balcony/marina view

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
9.0 out of 10, Wonderful, (61 reviews)
"The location was very good and the host was responsive. "
United States
Lilly A.
$359 nightly
The price is $398
May 7 - May 8
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Luxe Beachfront Villa

Luxe Beachfront Villa
3.0 star property
Matecumbe
$1,494 nightly
The price is $1,680
May 7 - May 8
Total with taxes and fees
Luxe Beachfront Villa

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Tavernier
9.8 out of 10, Exceptional, (240 reviews)
"Great place to stay"
United States
Llonda B.
$372 nightly
The price is $413
May 7 - May 8
Total with taxes and fees
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (165 reviews)
"Everything was as described and we truly enjoyed our stay. We traveled with small children and the home was fit for them. It’s a true vacation place. I highly recommend staying! "
United States
keli p.
$394 nightly
The price is $438
May 10 - May 11
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Key Largo
9.6 out of 10, Exceptional, (127 reviews)
"Great place, great view, great hosts. No complaints about a thing. Publix is 2 minutes away, the campground is peaceful, house was clean. There were 4 of us and we had plenty of room. Will do that again"
United States
Joe J.
$413 nightly
The price is $461
May 7 - May 8
Total with taxes and fees
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

3212 Across from Pool * King & Queen/Twin Bunk Bed

3212 Across from Pool * King & Queen/Twin Bunk Bed
Tavernier
9.8 out of 10, Exceptional, (157 reviews)
"Really enjoyed the location and the unit. "
United States
Teresa L.
$429 nightly
The price is $467
May 10 - May 11
Total with taxes and fees
3212 Across from Pool * King & Queen/Twin Bunk Bed

Beautiful Kawama Townhouse

Beautiful Kawama Townhouse
Key Largo
9.8 out of 10, Exceptional, (147 reviews)
"The host, house and amenities were perfect. all praises.."
United States
Pete S.
$585 nightly
The price is $649
May 17 - May 18
Total with taxes and fees
Beautiful Kawama Townhouse
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monroe County Hotel Reviews

Find out more about Monroe County

Discover your perfect Monroe County vacation rental with Expedia

How many vacation rentals are available in Monroe County?


Expedia has plenty of vacation rentals to choose from in and around  Monroe County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Monroe County?


The selection of Monroe County vacation rentals we have selected for you start as low as $124 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Monroe County?


Vacation rentals in Monroe County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Monroe County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Monroe County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Monroe County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Monroe County?


Find vacation rentals in Monroe County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Monroe County.  


What amenities are available in a vacation rental in Monroe County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Monroe County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Monroe County?   


Everytime is a great time to head to Monroe County! Staying in a Monroe County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Monroe County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Monroe County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Monroe County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Monroe County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.